(1S,2R)-(-)-10,2-Camphorsultam, 99%, Thermo Scientific Chemicals

Description

(1S,2R)-(-)-10,2-Camphorsultam is used in the asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine. It is used as proton source in the synthesis of chiral α,γ-substituted γ-butyrolactones. It is also employed as a chiral probe for the optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids. Also used to prepare N-acryloyl derivatives which are employed as dienophiles in asymmetric Diels-Alder reactions. and for other asymmetric transformations.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(1S,2R)-(-)-10,2-Camphorsultam is used in the asymmetric synthesis of (S)- and (R)-N-Fmoc-S-trityl-α-methylcysteine. It is used as proton source in the synthesis of chiral α,γ-substituted γ-butyrolactones. It is also employed as a chiral probe for the optical resolution by HPLC and X-ray crystallographic determination of the absolute stereochemistry of carboxylic acids. Also used to prepare N-acryloyl derivatives which are employed as dienophiles in asymmetric Diels-Alder reactions. and for other asymmetric transformations.

Solubility
Slightly soluble in water.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with strong bases and strong oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 94594-90-8
• Molecular Formula: C10H17NO2S
• Molecular Weight (g/mol): 215.311
• MDL Number: MFCD00066271
• InChI Key: DPJYJNYYDJOJNO-SZBHIRRCSA-N
• Synonym: 5r,7r-10,10-dimethyl-3??-thia-4-azatricyclo 5.2.1.0 1 ,? decane-3,3-dione, --10,2-camphorsultam;--exo-10,2-bornanesultam; 3as-3a, a,6, a,7a, a-hexahydro-8,8-dimethyl-3h-3a,6-methano-2,1-benzisothiazole-2,2-dioxide; 1s,5r-10,10-dimethyl-3-thia-4-azatricyclo 5.2.1.01,5 decane 3,3-dioxide
• PubChem CID: 54579826
• SMILES: CC1(C2CCC13CS(=O)(=O)NC3C2)C

• Melting Point: 181°C to 186°C
• Quantity: 1 g
• Beilstein: 83811
• Solubility Information: Slightly soluble in water.
• Optical Rotation: −33° (c=1 in Ethanol)
• Formula Weight: 215.32
• Percent Purity: 99%
• Chemical Name or Material: (1S,2R)-(-)-10,2-Camphorsultam

RUO – Research Use Only